A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Lakeside cottages

A gravel path leading to a small house with a white porch and a fenced yard.

1. Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.4 out of 10, 80, (80 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is AU$391
includes taxes & fees
20 Sept - 21 Sept
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

2. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Downtown New Buffalo
10.0 out of 10, 16, (16 reviews)
"We loved this property!"
United States
Robin L.
The price is AU$580
includes taxes & fees
28 Sept - 29 Sept
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A covered outdoor seating area with a sofa, two chairs, and a coffee table.

3. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, 60, (60 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is AU$445
includes taxes & fees
15 Sept - 16 Sept
Treehouse Bungalow- Quaint and Cozy Getaway!
A small, dark wooden cabin with a porch and steps, surrounded by grass and trees.

4. Perfect getaway! Modern, rustic cottage on the St. Joseph River.

Perfect getaway! Modern, rustic cottage on the St. Joseph River.
St. Joseph
9.8 out of 10, 14, (14 reviews)
"Julie was very responsive via messages as my parents were staying here and I was the main contact. They enjoyed their stay very much! "
United States
Raymie G.
The price is AU$421
includes taxes & fees
15 Sept - 16 Sept
Perfect getaway! Modern, rustic cottage on the St. Joseph River.
A wooden deck with a black sofa, a table with a plant, and a pergola with lights.

5. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo
10.0 out of 10, 26, (26 reviews)
"Perfect stay! The house was spotless, stylish, and located perfectly. Tori was incredibly responsive. Highly recommended"
United States
kimberly b.
The price is AU$943
includes taxes & fees
16 Sept - 17 Sept
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
A two-story house with a balcony, a front door, and a small porch area.

6. Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Michigan City
9.6 out of 10, 57, (57 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is AU$751
includes taxes & fees
15 Sept - 16 Sept
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
A wooden deck with a bench and two chairs, overlooking a body of water and trees.

7. Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, 97, (97 reviews)
"Great stay for a week by the beach with family! Perfect location to walk right down to the beach each day. Excited to come back one day!"
United States
Jalen W.
The price is AU$1,500
includes taxes & fees
12 Oct - 13 Oct
Private Beach Steps to the Lake.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lakeside Hotel Reviews

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Beds were comfortable, room was basic, nothing fancy but no complaints. Did not have the continental breakfast or use any of the amenities. Thought the price was a little high for such a basic room but it was near the casino and convenient"
Michele 1-night trip
Posted less than an hour ago
Quality Inn Near Interstate I94

Find out more about Lakeside

Lakeside Cottages information

Number of reviews
10,021
Accommodation
163 Cottages
Lowest Price
AU$107
Highest Price
AU$523

Frequently asked questions

How much do cottages in Lakeside cost?
Prepare to pay between AU$107 and AU$523 per night for cottages in Lakeside. No matter your budget, an awesome stay is only a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Lakeside?
Use up your holiday days and pick from 163 cottages in Lakeside. Dreaming of a place where you can get reacquainted with nature? Expedia can help you find the ideal property in only a click or two.
What is there to do in Lakeside near my cottage?
Whatever you love doing, Lakeside has tons of things to keep you entertained. Warren Dunes State Park, New Buffalo Public Beach and Warren Dunes State Park Beach are on many visitors' itineraries. Don't miss The Acorn, Michiana Beach and St. Julian Winery - Union Pier Tasting Room either. With Expedia's Lakeside hotel deals, you'll be able to see even more awesome attractions like these with the cash you save.